Due Jul 11
2026 First Blockhead To Mackinac Island
Are you under 25 and sailing the 2025 Chicago Mac Race? Simply sign up for the contest below, and you’ll be eligible for the ‘First Blockhead to the Island’ Award. The first one to the island wins! We’ll call the winner up onstage and present you with a plaque during the Sailors’ Celebration and awards on Mackinac Island after the racing. Exact date and time to be confirmed.
View Contest
Contests
| Apr 13-30 | APRIL 2026 CONTEST | ||
| Feb 4-May 31 | Have a Rules Question? Submit It – Dave Perry Will Answer! | Details | |
| Dec 1-25 | December 2025 Contest | ||
| Oct 1-31 | OCTOBER 2025 CONTEST | Details | |
| Aug 1-31 | AUGUST 2025 CONTEST | Details | |
| Nov 10-Aug 31 | WIN THE ILYA OPTI & X-BOAT BLOCKHEADS FLAG! | Details | |
| Nov 10 | Will You Be the First Blockhead to the Island? | Details | Results |